• Title/Summary/Keyword: Succinic anhydride

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Chemical Modification of Lysine Residues in Bacillus licheniformis α-Amylase: Conversion of an Endo- to an Exo-type Enzyme

  • Habibi, Azadeh Ebrahim;Khajeh, Khosro;Nemat-Gorgani, Mohsen
    • BMB Reports
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    • v.37 no.6
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    • pp.642-647
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    • 2004
  • The lysine residues of Bacillus licheniformis $\alpha$-amylase (BLA) were chemically modified using citraconic anhydride or succinic anhydride. Modification caused fundamental changes in the enzymes specificity, as indicated by a dramatic increase in maltosidase and a reduction in amylase activity. These changes in substrate specificity were found to coincide with a change in the cleavage pattern of the substrates and with a conversion of the native endo- form of the enzyme to a modified exo- form. Progressive increases in the productions of $\rho$-nitrophenol or glucose, when para nitrophenyl-maltoheptaoside or soluble starch, respectively, was used as substrate, were observed upon modification. The described changes were affected by the size of incorporated modified reagent: citraconic anhydride was more effective than succinic anhydride. Reasons for the observed changes are discussed and reasons for the effectivenesses of chemical modifications for tailoring enzyme specificities are suggested.

A Highly Efficient and Selective Nickel/Clay Catalyst for Liquid Phase Hydrogenation of Maleic Anhydride to Succinic Anhydride

  • Tian, Weiping;Guo, Shaofei;Shi, Li
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1643-1646
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    • 2012
  • Three Ni-based catalysts with different clay as support were prepared and tested in the hydrogenation of maleic anhydride, among which Ni/clay1 showed best activity and selectivity. Over Ni/clay1 catalyst prepared by impregnation method, 97.14% conversion of maleic anhydride and 99.55% selectivity to succinic anhydride were obtained at $180^{\circ}C$ under a pressure of 1 MPa. Catalytic activity was greatly influenced by the temperature and weighted hourly space velocity. Catalyst deactivation studies showed that this catalyst have a long life time, the yield of MA still higher than 90% even after a reaction time of 60 h. X-ray diffraction (XRD) and $H_2$ temperature programmed reduction (TPR) were use to investigate the properties of the catalyst. XRD and TPR studies showed that Ni was present as $Ni^{2+}$ on the support, which indicated that there was no elemental nickel ($Ni^0$) and $Ni_2O_3$ in the unreduced samples. The formation of Ni was strong impact on catalytic activity.

Effect of Succinylation on Functional Properties of Leaf Protein Concentrates (Succinylation이 엽농축단백질(葉濃縮蛋白質)의 기능성(機能性)에 미치는 영향(影響))

  • Cho, Yeong Su;Kim, Jong Kyu
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.12 no.3
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    • pp.251-258
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    • 1983
  • This experiment was carried out to investigate the capability of production of artificial milk for leaf protein concentrate (LPC). Chloroplastic protein and cytoplasmic protein were extracted from leaves of Dystaenia takeshimana Nakai and LPC was extracted from leaves of Italian ryegrass to increase the functional properties of LPC as a level of milk casein. One gram of chloroplastic protein and cytoplasmic protein and 1g of LPC were succinylated by addition of succinic anhydride 0.1, 0.25, and 1g respectively. Their functional properties were investigated in this experiment. The results obtained were summarized as follows: 1. The non-succinylated LPC showed a higher value in bulk density than the chloroplastic protein, the cytoplasmic protein and LPC succinylated by addition of succinic anhydride 0.1, 0.25, and 1g respectively. Nevertheless, succinylation had an enhancing effect as indicated by the rises as the degrees of succinylation was increased. 2. Although solubility of non-succinylated LPC was lower than that of milk casein, succinylation caused an effective increase in the solubility of the protein and LPC. 3. Water absorption and fat absorption of succinylated LPC were twice to eight times higher than those of milk casein. Fat absorption was not influenced to the extent by succinylation as the water absorption. Excessive succinylation resulted in the decrease of both water absorption and fat absorption. 4. Emulsifying activity and emulsion stability were increased in proportion to the succinylated degree of LPC. More than 10% increase in the amount of succinic anhydride resulted in an apparent increase in emulsifying activity and emulsion stability. Besides, the succinylated LPC showed more excellent functional properties in emulsifying activity and emulsion stability than milk.

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Practical Synthesis of N-Hydroxysuccinimide Using Lewis Acid Catalyst (Lewis Acid 촉매를 이용한 N-Hydroxysuccinimide의 실용적 합성법 연구)

  • Kim, Dong Nyeon;Kim, Seok Chan
    • Applied Chemistry for Engineering
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    • v.30 no.3
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    • pp.313-315
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    • 2019
  • A new synthetic method for N-hydroxysuccinimide (NHS), which is widely used in fine chemical and cosmetic industries, was developed. In a conventional synthesis, NHS is obtained by reacting $NH_2OH$ with succinic anhydride in a yield of about 70% using strong acid as a catalyst, which has an advantage of obtaining NHS relatively easily. However, it is expensive because of using a high cost succinic anhydride. In order to overcome this issue, we developed a new synthetic method for NHS with a moderate yield of 80% using a low cost succinic acid instead of succinic anhydride, alongside a stable Lewis acid catalyst, Zn acetate. As a result of the economic evaluation, it was confirmed that the cost reduction effect was about 15%.

Synthesis of Quinazoline 4-one Derivatives from 2-Aminobenzamide (III) -Reaction with Acid Anhydrides- (2-Aminobenzamide로부터 Quinazoline 4-one계 유도체의 합성(III) -Acid anhydride와의 반응-)

  • Suh, Myung-Eun
    • YAKHAK HOEJI
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    • v.34 no.2
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    • pp.133-138
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    • 1990
  • The reaction of 2-aminobenzamide with phthalic acid anhydride In dioxane produced a bicyclic product 2,8-dioxoisoindole(1,2,a) quinazoline (I) in addition to hydrolysis product 2(2-Carboxyphenyl)-1,2-2H-quinazoline-4-one (II). The yields were 64% and 30% respectively. On the other hand, the same reaction in DMF afforded compound (I) and 2(2N-dimethyl carbamyl phenyl)-1,4-2H-quinazoline-4-one (III) in 30% and 60% yield respectively. The compound III was also obtained by the reaction of compound II with dimethylamine. However the reaction of 2-aminobenzamide with neat succinic acid anhydride gave only bicyclic product 2,8-oxopyrrolidine (2,1,a)-1,4-2H-quinazoline (IV) in 93%.

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Synthesis of Succinic Acid from Hydrogenation of Maleic Anhydride (무수말레인산의 수소화 반응에 의한 호박산 합성)

  • Kim, Ji Sun;Baek, Jae Ho;Kim, Myung Hwan;Hong, Seong-Soo;Lee, Man Sig
    • Applied Chemistry for Engineering
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    • v.24 no.6
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    • pp.650-655
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    • 2013
  • In this study, the synthesis of succinic acid from hydrogenation of maleic anhydride over Pd/C were performed in aqueous solution at various reaction conditions. We confirmed that the distribution of product was different according to process parameters. When increasing the reaction pressure and agitation speed, the by-product decreased and the purity of succinic acid increased. From the result, we may conclude that the reaction pressure and agitation speed are important factors for promoting the mass transfer rate of gas-liquid interface by increasing gas-liquid solubility in liquid hydrogenation. When the reaction pressure increased from 5 bar to 10 bar, the reaction rate increased 2.14 times. When the agitation speed increased from 300 rpm to 700 rpm, the reaction rate increased 2.75 times.

Chemical Transformation of Succinic Acid by Using Amberlite IR-120 and the Reusability of Catalyst (Amberlite IR-120를 사용한 숙신산의 화학적 전환과 촉매의 재 사용성)

  • Lee, Byong-Wook;Kim, Hwang-Min;Kim, Young-Wun;Kim, Yeong-Joon
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.1007-1011
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    • 2011
  • Dioctyl succinates and succinic anhydride were synthesized from succinic acid in the presence of a cation exchange resin, Amberlite IR-120. The synthesis of dioctyl succinate from succinic acid and octanol was perfomed in 18 h reflux condition with Amberlite IR-120 and the isolated yield of product was over 90%. For the synthesis of succinic anhydride, succinic acid was refluxed in isopropenyl acetate for 18 h with Amberlite IR-120 as a catalyst. The long reaction time was significantly reduced to less than 10 min under microwave irradiation. The catalyst was reusable at least 4 times with keeping product yield of higher than 80%.

Application Study on Skin Beauty Culture, Green Laver Culture and Synthesis of ${\alpha},{\beta}$-Dichloro Substituted Chitosan Succinic Acid Derivatives (${\alpha},{\beta}$-Dichloro 치환기를 갖는 Chitosan Succinic Acid 유도체 합성과 피부미용 및 해태 김 양식 응용에 관한 연구)

  • Ryu, Soung-Ryual
    • Journal of the Korean Applied Science and Technology
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    • v.29 no.3
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    • pp.503-515
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    • 2012
  • ${\alpha},{\beta}$-Dichlorosuccinic acid was synthesized through the reaction of maleic anhydride with $Cl_2$(g) and ultra violet(200~300nm) wavelength in the presence of $CCl_4$. The second reaction of N-(${\alpha},{\beta}$-dichloro)succinic acid contained glucosamine derivatives(I) was accomplished by a modification of the general acylation using excess ${\alpha},{\beta}$-dichlorosuccinic anhydride in the presence of 2% acetic acid with methanol as a solvent at elevated temperature($70^{\circ}C$). We considered organic acid derivatives were useful especially of treatment for the cultivating porphyra and skin beauty culture.

Improvement in functional properties of conger eel skin gelatin by succinylation (Succinylation에 의한 붕장어껍질 젤라틴의 기능성 개선)

  • Kim, Jin-Soo
    • Applied Biological Chemistry
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    • v.39 no.4
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    • pp.282-286
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    • 1996
  • To effectively utilize fish skin gelatin as a material for quality improvement in surimi gel from fish with a red muscle, conger eel skin gelatin was modified with succinic anhydride, and funtional properties such as emulsifying activity and emulsifying stability were determined. The degree of chemical modification incresed up to 0.3 g of succinic anhydride/g of gelatin, above this adding ratio a nearly constant value was reached. The maximum amount of modification was about 90%. The emulsifying activity and emulsifying stability of gelatin gradually increased up to 89.8% of succinylation extent, little changed above of succinylation extent. The other functional properties as solubility, water holding capacity, foam expansion and foam stability were improved following succinylation with 0.3 g of succinic anhydride/g of gelatin. Amino acid composition of succinylated gelatin was similar to that of unmodified gelatin. Heavy metal contents such as cadmium, lead, copper and zinc of succinylated gelatin were lower than those of unmodified gelatin.

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Synthesis and Lubricant Additive Properties of Succinimidyl-type Compounds (숙신이미드계 화합물의 합성 및 그의 윤활특성)

  • Park, Chan-gu;Kang, Hocheol;Park, Jong-mok;Lee, Byung Min;Kim, Dong-Pyo
    • Applied Chemistry for Engineering
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    • v.17 no.5
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    • pp.498-503
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    • 2006
  • i-(2',5'-Diketotetrahydrofuranyl)octadecenyl acid (OSA), an intermediate for the lubricating oil additive, was prepared by the ene-reaction of oleic acid with maleic anhydride. The reaction progress was monitored by gas chromatography by analyzing the amount of OSA. The series of succinimidyl compounds were synthesized by the reaction of alkyl amines and OSA. As a kind of lubricant additives, demulsibility, anti-wear, and anti-corrosion properties of these succinimidyl compounds were measured. The derivative of octadecylamine which has relatively long-chained alkyl group has showed good properties.